反应详情

温度

-10 °C

20 g (0.058 mol) of 4-amino-β-(4-chlorophenyl)-3,5-dichloro-cinnamic acid (mixture of isomers A and B in the ratio 1:1.5) were dissolved in 700 ml of dry chloroform. 5.93 g (0.058 mol) of triethylamine were added while cooling with ice and stirring, and the mixture was cooled to -10° C. and combined with 6.35 g (0.058 mol) of ethyl chloroformate. After the addition had ended, 25.5 g (0.29 mol) of morpholine were added while further stirring and cooling. The resulting mixture was stirred for 4 hours more at room temperature and then extracted three times with water, and the organic phase was dried over sodium sulfate and concentrated to dryness in vacuo. The residue was chromatographed on a silica gel column (silica gel: substance=10:1, eluant: chloroform/ethyl acetate=1:1). The eluates containing substance were combined and evaporated to dryness in vacuo. Colorless crystals were obtained, melting point 140°-144° C., which contained the cis/trans isomer mixture in a proportion of 3:2.

1. temperaturewhile cooling with ice
2. additionAfter the addition
3. stirringwhile further stirring
4. temperaturecooling
5. stirringThe resulting mixture was stirred for 4 hours more at room temperature
6. extractionextracted three times with water
7. dry with materialthe organic phase was dried over sodium sulfate
8. concentrationconcentrated to dryness in vacuo
9. customThe residue was chromatographed on a silica gel column (silica gel: substance=10:1, eluant: chloroform/ethyl acetate=1:1)
10. additionThe eluates containing substance
11. customevaporated to dryness in vacuo
12. customColorless crystals were obtained